Year Arrested: 1976

Crime: Felony possession of marijuana.

David Bowie first gained musical and style fame by pioneering glam rock with his stage persona Ziggy Stardust. But after switching up his sound and look, he became the biggest proponent of crisp British tailored suiting. He was so into the crispy menswear steez that even when he was snatched up for having a massive amount of weed after a concert in Rochester, he of course looked like he had somewhere better to be.